2-[2,2-Bis-(1H-indol-3-yl)-ethyl]-phenylamine

Base Information

• Chemical Name: 2-[2,2-Bis-(1H-indol-3-yl)-ethyl]-phenylamine
• CAS No.: 6941-73-7
• Molecular Formula: C24H21N3
• Molecular Weight: 351.451
• Hs Code.: 2933990090
• NSC Number: 38313
• DSSTox Substance ID: DTXSID40284685
• Nikkaji Number: J1.265.226G
• Wikidata: Q77571812
• Metabolomics Workbench ID: 102787
• ChEMBL ID: CHEMBL4787881
• Mol file: 6941-73-7.mol

Synonyms:6941-73-7;Triindole;2-[2,2-Bis-(1H-indol-3-yl)-ethyl]-phenylamine;2-[2,2-bis(1H-indol-3-yl)ethyl]aniline;2-(2,2-Di(1H-indol-3-yl)ethyl)aniline;2-[2,2-di(1H-indol-3-yl)ethyl]aniline;NSC38313;ChemDiv3_000668;Oprea1_071714;Oprea1_436951;SCHEMBL1514501;CHEMBL4787881;DTXSID40284685;HMS1474O08;CCG-15445;NSC 38313;NSC-38313;o-[2,2-di(3-indolyl)ethyl]aniline;AKOS000268845;2-[2,2-Bis(1H-indole-3-yl)ethyl]aniline;CS-0220341;EC-000.1835;EN300-06415;BRD-K76458837-001-01-1;Z56924539

Chemical Property of 2-[2,2-Bis-(1H-indol-3-yl)-ethyl]-phenylamine

Chemical Property:

• Vapor Pressure: 5.04E-14mmHg at 25°C
• Boiling Point: 592.8°C at 760 mmHg
• Flash Point: 347.9°C
• PSA: 57.60000
• Density: 1.282g/cm³
• LogP: 6.18720
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 351.173547683
• Heavy Atom Count: 27
• Complexity: 462

Purity/Quality:

99% ^*data from raw suppliers

2-(2,2-Di(1H-indol-3-yl)ethyl)aniline 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CC(C2=CNC3=CC=CC=C32)C4=CNC5=CC=CC=C54)N

Technology Process of 2-[2,2-Bis-(1H-indol-3-yl)-ethyl]-phenylamine

There total 20 articles about 2-[2,2-Bis-(1H-indol-3-yl)-ethyl]-phenylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

indole (120-72-9) → 2-(2,2-di(1H-indol-3-yl)ethyl)aniline (6941-73-7)

Guidance literature:

With tin(II) chloride dihdyrate; In dichloromethane; water; at 20 ℃; for 72h;

DOI:10.1039/c1ob06108a

Reference yield: 90.0%

ortho -2 ethyl, ethoxy carbanilide (88048-51-5) → 2-(2,2-di(1H-indol-3-yl)ethyl)aniline (6941-73-7)

Guidance literature:

With potassium methanolate; In methanol; for 6h; Heating;

Reference yield: 84.0%

indole (120-72-9) + N,N-dimethyl-1-hydroxyindole-3-acetamide → 2-(1H-indol-3-yl)-N,N-dimethylacetamide (91566-04-0) + 2,3-dihydro-1H,1'H-[2,3']biindolyl (6637-10-1) + 2-(2,2-di(1H-indol-3-yl)ethyl)aniline (6941-73-7) + N,N-dimethyl-1-(indol-3-yl)indole-3-acetamide (343604-87-5)

Guidance literature:

With formic acid; at 20 ℃; for 2h; Further byproducts given;

DOI:10.3987/COM-00-9135

upstream raw materials:

indole

3-bromoindole

ortho -2 ethyl, ethoxy carbanilide

3,3'-(o-nitrophenethylidene)di-indole

Downstream raw materials:

indole

2,3'-(o-aminophenethylidene)di-indole

2-(2,2-di-indol-3-yl-ethyl)-N,N-dimethyl-aniline

Refernces

• 1、 Ling, Fei,Xiao, Lian,Fang, Lu,Feng, Cong,Xie, Zhen,Lv, Yaping,Zhong, Weihui. "B(C6F5)3-catalyzed Markovnikov addition of indoles to aryl alkynes: An approach toward bis(indolyl)alkanes". supporting information. p. 9274 - 9278. Retrieved 2019/01/03.
• 2、 Quartarone, Giuseppe,Pietropolli Charmet, Andrea,Ronchin, Lucio,Tortato, Claudio,Vavasori, Andrea. "Thermodynamics and kinetics of indole oligomerization in 0.5molL -1 aqueous sulfuric acid: Evaluation of some temperature-dependant parameters". supporting information. p. 680 - 689. Retrieved 2014/08/18.